Unlike its luxurious Caribbean neighbors, here you’ll only find more budget-friendly hotels and guesthouses. Everything needs to come by ship or airplane, so it’s not super cheap. However, since no non-natives can own property there is no influx of overdevelopment, keeping the island simple but beautiful. For a more rustic, non-touristy getaway, this might be the island for you!
I think that’s a great plan. Santorini is a must and Milos and Naxos are two islands that have both great beaches and lots to do and see away from the beach. Renting a car and exploring the interior villages of Naxos is a must-do and so is a boat tour around Milos. If you’re willing to cut Athens to 2 days, I would recommend Santorini 5 days, Milos 3 days, Naxos 3 days, and Athens 2 days.
It’s best to visit Greek islands within the same group. For example, I wouldn’t recommend visiting Corfu and Santorini on the same trip as they’re on opposite sides of the country. Instead, visit islands in the same island group: the Cyclades, the Sporades, the Dodecanese, the Ionian, the Saronic, and the Northeastern Aegean. For one, they’re close to each other. And two, they have frequent ferry connections with each other. For first time visitors to Greece, the Cyclades make the most natural and convenient introduction.
I think that’s a great plan. Santorini is a must and Milos and Naxos are two islands that have both great beaches and lots to do and see away from the beach. Renting a car and exploring the interior villages of Naxos is a must-do and so is a boat tour around Milos. If you’re willing to cut Athens to 2 days, I would recommend Santorini 5 days, Milos 3 days, Naxos 3 days, and Athens 2 days.
My fiancee and I are heading to Greece in July. We’ve been to Naxos, Paros, Mykonos, and Santorini. This time we plan on being there July 1 to 23. We’re definitely including Milos, and one of Paros or Naxos. Any recommendations for other islands? Any particular ferry routes we should consider? Some “less touristy” islands are a must (for at least one island). We can be lively or very chilled. Thanks and best wishes!
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I’m a little worried I’ll get bored in Milos. My husband likes to stay in one place, but I like exploring. We would have split our time more evenly but we want to stay on the caldera and it’s just too expensive to stay any longer than two or three nights. Alternatively, we could stay in Santorini for longer but move to a cheaper hotel. Perhaps Santorini 6 nights and Milos 6 nights?
The only ferry from Kusadasi to Greece goes to the Greek island of Samos. It’s a great island and certainly worth a few days. From Samos, there are usually direct ferries to Mykonos and Syros. These are very different islands that have a very different vibe – but both appealing in their own way. From Mykonos there will be direct flights to Western Europe (most likely Rome, Paris, Amsterdam, and London) though not every flight flies every day so requires some planning. Santorini would be another ferry ride from Mykonos. And Crete farther still. So you wouldn’t have time to get to either island.
Located in the Caribbean Sea, this Dutch-owned island is perfect. Voted one of the best in the Caribbean, Curacao is like being in tropical Holland. The town is built in the Dutch style, but the surrounding areas are all tropical. Hit the beaches, lay in the sun, and party the night away. This may not be Gilligan’s Island, but what it lacks in privacy, it makes up for in romance and fun.
You know those pictures you always see of tropical bungalows in the water? That’s Tahiti. The name has long been synonymous with tropical paradise. One of the biggest honeymoon destinations in the world, Tahiti offers pure paradise and a lot of romance. Here you can relax in the sun, scuba dive, enjoy fine seafood, and take a morning dip right from your bungalow.
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Java, with a population of 140 million, makes its first appearance on this list. Celebrated for its ancient culture, breathtaking vistas, and UNESCO World Heritage sites like the Borobudur Temple Compounds, the island also offers the opportunity to indulge in modernity (five-star hotels abound). Waterfalls, volcanoes, protected parks, and white-sand beaches also allow visitors to get away from the thrum.
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Flight Chicago - New York (ORD - LGA) $91+ Flight Atlanta - Newark (ATL - EWR) $99+ Flight Orlando - Newark (MCO - EWR) $105+ Flight Fort Lauderdale - Newark (FLL - EWR) $114+ Flight Fort Lauderdale - New York (FLL - LGA) $127+ Flight Houston - Newark (HOU - EWR) $138+ Flight Houston - Newark (IAH - EWR) $138+ Flight Chicago - New York (ORD - JFK) $140+ Flight Los Angeles - New York (LAX - LGA) $140+ Flight Dallas - New York (DFW - LGA) $153+ Flight Miami - New York (MIA - LGA) $167+ Flight Atlanta - New York (ATL - JFK) $182+ Flight Chicago - Newark (ORD - EWR) $188+ Flight Los Angeles - Newark (LAX - EWR) $191+ Flight Oakland - Newark (OAK - EWR) $193+ Flight Houston - New York (HOU - LGA) $201+ Flight Dallas - Newark (DFW - EWR) $209+ Flight San Francisco - New York (SFO - LGA) $210+ Flight Oakland - New York (OAK - LGA) $213+ Flight Seattle - New York (SEA - JFK) $217+ Flight Los Angeles - New York (LAX - JFK) $231+ Flight San Francisco - Newark (SFO - EWR) $231+ Flight Ontario - New York (ONT - JFK) $237+ Flight San Francisco - New York (SFO - JFK) $237+
Close to this island is a little island that provides excellent snorkeling opportunities. You may even spot a few reef sharks. Bathtub-warm water and fine sand beaches kept me here for over three weeks. It will do the same for you. Visit between November and March for the best weather and the fewest people. May through October sees a harsh monsoon season that shuts the island down. The best way to get there is by boat from Pak Bara.
Flight Chicago - New York (ORD - LGA) $91+ Flight Atlanta - Newark (ATL - EWR) $99+ Flight Orlando - Newark (MCO - EWR) $105+ Flight Fort Lauderdale - Newark (FLL - EWR) $114+ Flight Fort Lauderdale - New York (FLL - LGA) $127+ Flight Houston - Newark (HOU - EWR) $138+ Flight Houston - Newark (IAH - EWR) $138+ Flight Chicago - New York (ORD - JFK) $140+ Flight Los Angeles - New York (LAX - LGA) $140+ Flight Dallas - New York (DFW - LGA) $153+ Flight Miami - New York (MIA - LGA) $167+ Flight Atlanta - New York (ATL - JFK) $182+ Flight Chicago - Newark (ORD - EWR) $188+ Flight Los Angeles - Newark (LAX - EWR) $191+ Flight Oakland - Newark (OAK - EWR) $193+ Flight Houston - New York (HOU - LGA) $201+ Flight Dallas - Newark (DFW - EWR) $209+ Flight San Francisco - New York (SFO - LGA) $210+ Flight Oakland - New York (OAK - LGA) $213+ Flight Seattle - New York (SEA - JFK) $217+ Flight Los Angeles - New York (LAX - JFK) $231+ Flight San Francisco - Newark (SFO - EWR) $231+ Flight Ontario - New York (ONT - JFK) $237+ Flight San Francisco - New York (SFO - JFK) $237+
They’re all great choices. Athens (1 to 2 full days) is great for historical sightseeing. Mykonos for beaches and nightlife (2 to 4 days). Crete for historical sightseeing, greek culture and towns, some beaches but spread out (4 to 7 days). Santorini has great sightseeing, tours, and some history (4 to 7 days). If visiting outside of June to September then drop Mykonos and do the other 3 for sure.

Have just discovered your blog today and love it! I am a student from NZ and want to travel to somewhere fantastic next year for a few weeks to get away from the hussle and bussle of study and work. Originally thought Thailand would be fantastic, and I see you agree with me here so great! But I also did not realise Bali was also so cheap. For a first trip overseas for a poor student (apart from Aus), where would you recommend? Bali or Thailand?


Went to Fiji for my honeymoon and i don’t think that trip can be topped. We wanted seclusion, privacy and romance and thats what we got. Our bure was 20 feet from the beach where we could relax and maybe see 1 or two people all day. It was incredible. The resort was called Matangi island resort. Great staff, great food…. It’s as close to perfect as you can get.
Argostoli is the capital on the mid-west flank of the island and is not really a destination itself, that moniker falling to the contiguous beach scene running from Lourdata south eastward to Skala. While development might have caught up here by now, it should still be a pleasant beach scene and focus for a relaxing stay. The Melissani Cave on the east coast is a must attraction and while it can be visited on a day excursion from anywhere on Kefallonia the two villages or Agia Efthymia and Poros are low-key ‘resorts’ pulling in a regular crowd of travellers and may warrant a look-in. The port of Pesada (just west of Lourdata) is the home of the local ferry to Zakynthos (Zante).

Flight Oakland - Los Angeles (OAK - LAX) $55+ Flight San Francisco - Los Angeles (SFO - LAX) $91+ Flight San José - Los Angeles (SJC - LAX) $91+ Flight Houston - Los Angeles (HOU - LAX) $106+ Flight Houston - Los Angeles (IAH - LAX) $106+ Flight Dallas - Los Angeles (DFW - LAX) $123+ Flight Chicago - Los Angeles (ORD - LAX) $125+ Flight Seattle - Los Angeles (SEA - LAX) $125+ Flight Portland - Los Angeles (PDX - LAX) $137+ Flight New York - Los Angeles (LGA - LAX) $140+ Flight Orlando - Los Angeles (MCO - LAX) $163+ Flight Minneapolis - Los Angeles (MSP - LAX) $165+ Flight Detroit - Los Angeles (DTW - LAX) $166+ Flight Washington - Los Angeles (BWI - LAX) $173+ Flight Atlanta - Los Angeles (ATL - LAX) $178+ Flight Fort Lauderdale - Los Angeles (FLL - LAX) $178+ Flight Philadelphia - Los Angeles (PHL - LAX) $187+ Flight Newark - Los Angeles (EWR - LAX) $191+ Flight Boston - Los Angeles (BOS - LAX) $197+ Flight Raleigh - Los Angeles (RDU - LAX) $199+ Flight Chicago - Los Angeles (MDW - LAX) $201+ Flight Washington - Los Angeles (DCA - LAX) $204+
This 80-mile-long island is home to one of the oldest dive operations in the Bahamas. It hosts multiple shallow and deep dive sites, but is most well known for Dean’s Blue Hole, the deepest recorded blue hole in the archipelago at over 600 feet. Friendly turtles and tiny sea horses come to the warm, saltwater pool for a break from the ocean currents, while the coral caves and sand banks on the side of the entrance harbor all types of tropical reef life, from colorful tropical fish to groupers and snappers. The western shoreline of  Long Island has soft, sandy beaches edged with rich green mangroves. With the Atlantic to the east, the island is also a fishing, sailing, and yachting paradise.
Travel here is now easier than ever thanks to recent renovations at both international airports. One of Grand Cayman’s first hotel openings in years, Kimpton Seafire Resort + Spa opened in November, with 266 design-centric guest rooms along a 500-foot coral sand stretch of Seven Mile Beach. At the grass-and-teak filled, flip-flop friendly Margaritaville Beach Resort, which will open in early 2017 with 286 guest rooms, kids can cruise down the two-story waterslide and you’ve got a License to Chill at the bar with the same name. 

Which of these great locations would you recommend for a family with teenagers who like to dive and surf? We have been to Hawaii, Costa Rica and Tahiti. We are looking for a safe, yet different, cultural experience with exotic plants, fish and animals. We would prefer to stay in one villa, as opposed to multiple rooms in a hotel. We don’t mind if it is far away from Southern California. I realize this may be painful financially.
I would recommend Naxos over Mykonos and with 12 days you could easily add Paros too. With Santorini, Paros, and Naxos you’ll get a good mix of different delights and some ferry island hopping too which is fun in itself. 1.5 days in Athens is perfect for most – 1 day for the Plaka, Parthenon, Acropolis Museum area; and a half-day to visit the Archaeological Museum which is a short drive or walk from the Plaka but hard to fit in one day along with the other sights.
Hi! I have fallen in love with the cyklades and have visited Santorini, Ios, Naxos and Folegandros in late june. Folegandros was the best, a fantastic island. We are now thinking about going to Paros the last week in September. Naoussa seem to be a great place. What’s the weather like in late September? Is it still quite warm? I also wonder about the sea conditions. May the sea be rough at that time of the year? I don’t like wavy ferry rides 😨 Thank you for a good sight!

The Abacos is situated in the Northern Bahamas, made up of its own 120-mile-long island chain, with Great Abaco Island and Little Abaco serving as the “mainland,” and a string of barrier islands separating them from the Atlantic. Known as the most accessible of the Out Islands, this family-friendly destination boasts white and pink sandy beaches as well as the four national parks, where parrots, orchids and all types of exotic marine life can be spotted. Seeing the famous swimming island pigs makes a visit to this archipelago and especially unforgettable experience. One of the most popular attractions in this remote region, you can see them adorably lounging on the beach, soaking up the Bahamian sun and treading through the clear azure waters. There are also villages that seem locked in another time, turquoise flats, spectacular coral reefs, untouched forests and uninhabited cays, all waiting to be explored.


Private jet is the best new way for VIPs to travel south: Casa Marina, A Waldorf Astoria Resort, now offers direct seaplane air service with Key West Seaplanes from Florida airports to the property’s private beach pier. Slightly farther north on Key Largo, Playa Largo Resort & Spa debuted last summer with signature Sunshine State coral reefs and sea glass, plus 144 rooms and suites, 10 secluded bungalows and a standalone luxury guesthouse.
While technically a subtropical island, the Azores make for a great getaway if you’re looking for something beyond the standard resort getaway. The islands boast tons of hiking and beautiful nature. Rent a car and explore the winding roads of the main island, São Miguel Island, taking it secluded beaches and picturesque waterfalls. Best of all, it’s close to both Europe and North America and makes for a great stopover point if you’re traveling between the two.
Java, with a population of 140 million, makes its first appearance on this list. Celebrated for its ancient culture, breathtaking vistas, and UNESCO World Heritage sites like the Borobudur Temple Compounds, the island also offers the opportunity to indulge in modernity (five-star hotels abound). Waterfalls, volcanoes, protected parks, and white-sand beaches also allow visitors to get away from the thrum.
Nine weeks in Greece is a dream itinerary it certainly gives you lots of flexibility. As you seem to have Athens and the Peloponnese sorted, you just need to sort out your five weeks on the islands. What you need to realize, however, is that the islands are not all mutually interconnected, but rather they are ‘grouped’ – both administratively and from the point of view of transport routes. Here are the main groups.
Question: Is it worth taking the evening ferry on the 4th Sep to Crete (Heraklion) from Santorini, then the bus onto Chania so that we can do the Samaria Gorge on the 5th? Spending the full day in Chania on the 6th and taking the last flight out of Chania that night back to Athens? (or do you think this is trying to squeeze in too much in too little time)?

Have just discovered your blog today and love it! I am a student from NZ and want to travel to somewhere fantastic next year for a few weeks to get away from the hussle and bussle of study and work. Originally thought Thailand would be fantastic, and I see you agree with me here so great! But I also did not realise Bali was also so cheap. For a first trip overseas for a poor student (apart from Aus), where would you recommend? Bali or Thailand?
Finally, and this is perhaps the best tip of all – as it’s the old-style romantic one – book transport to and accommodation on one starter island (Paros is a good choice). Sail/fly there, sit down relax, pour cold drinks and eat healthy Greek foods for 4-5 days while working out where to go to next with your tablet under an umbrella on the beach. Book your next stop online and go there. Repeat the exercise. No hassles about being locked into a fixed itinerary and if you like a place, you stay longer. If not, you move on. You will generally find transport tickets for a day or three ahead and hotel owners often know someone on the next island who can fit you in. In Paros, Petres Hotel is a good starting point. Good luck and happy sailing!
Hi! I have fallen in love with the cyklades and have visited Santorini, Ios, Naxos and Folegandros in late june. Folegandros was the best, a fantastic island. We are now thinking about going to Paros the last week in September. Naoussa seem to be a great place. What’s the weather like in late September? Is it still quite warm? I also wonder about the sea conditions. May the sea be rough at that time of the year? I don’t like wavy ferry rides 😨 Thank you for a good sight!
I would recommend Naxos over Mykonos and with 12 days you could easily add Paros too. With Santorini, Paros, and Naxos you’ll get a good mix of different delights and some ferry island hopping too which is fun in itself. 1.5 days in Athens is perfect for most – 1 day for the Plaka, Parthenon, Acropolis Museum area; and a half-day to visit the Archaeological Museum which is a short drive or walk from the Plaka but hard to fit in one day along with the other sights.

These groups are generally better connected among themselves than with other groups, so you are probably better advised to target them on this basis. As it’s your first time to Greece, you may want the full-on Greek island experience and you could easily fill your five weeks flitting from one island to the other in the Cyclades. You could start in Kea and work your way down to Milos via Kythnos, Serifos and Sifnos then segue to Paros and Naxos. Dip down to Santorini, up to Mykonos and back to Piraeus. The map will also show plenty of other Cyclades islands to pick and choose from such as Ios, Sikinos, Folegandros, Amorgos, Syros, Tinos and Andros – yes! too many choices, but you will find that sticking to one group it will be easier to get between them. Realistically for a period of five weeks you will not want to be doing more than 6-8 islands.

Hi Dave! One more question, do you know of any resorts with heated pools or private jacuzzis/pools in the room that are heated on islands other than Santorini and Mykonos? Looking for something above 26/27 degrees and can’t seem to find any! Elounda Beach resort said they could heat the private pool but it costs 45 EUR per degree! Hoping you know of another option that would allow us to swim comfortably in Early June. Thank you!!
I’m sorry if you covered this in another part of your site, (either I’m technically challenged or there just isn’t a search function for your site) but I’m curious about Corfu. From what I can tell, you mentioned it once in your site under your post about best beaches. The Paleokastritsa area is something that has caught my attention for a while and is on my list, and then I saw pictures of Nissakids Bay and that looked kind of amazing.

Culebra Island is beautiful. I just got back to Canada from Puerto Rico. I was there for a month. I loved Culebra so much I went back twice. On my second trip I spent two nights camping at Playa Flamenco. I paid $20 USD per night for a sweet little camping spot (section E). I saw turtles, amazing, colourful fish and met some wonderful people. The snorkelling was okay in terms of being able to see under water but the reefs are not healthy. There was plenty of coconut to pick to drink the water inside and eat the meat. I found passion fruit, mangoes (not ripe), almonds (not ripe) and another really weird looking fruit I don’t know the name of. While I didn’t enjoy the main island of Puerto Rico as much as I’d hoped, I would go back to Culebra if the opportunity ever arose. I made some friends (Perri and Hector–owners) at a little place in town called, “Aqui Me Quedo” who I will never forget their kindness and hospitality.
This small island isn’t quite as popular as some of its neighbors, and many visitors consider that a good thing. Vieques is perhaps the best Caribbean island for truly getting away from it all. It has fewer than 10,000 inhabitants, giving it a bit of a deserted island look. The island is a popular honeymoon destination and it’s also a favorite of eco-tourists, who are drawn to the protected area known as Mosquito Bay.
They are packaged tourist places, though not quite in the extreme league of the north coast of Crete, but certainly they look to the ‘managed’ traveller more than the individual. September is a good time, though the start of September is still pretty close to high season and you will need to make bookings in advance. The waters of the Ionian are a bit chillier than the Aegean, but the islands sport some very spectacular beaches and seaside resorts. They are very popular with Italian travellers in their boats and motorhomes.
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